MomSkoop
The 1990s delivered some of the most hilarious films ever made, giving audiences countless reasons to laugh until their sides hurt. From silly comedies to clever parodies, this decade produced movies that still make us giggle today.
Whether you love slapstick humor or witty one-liners, the ’90s had something for everyone. Get ready to revisit some comedy classics that defined a generation and continue to bring joy to new viewers.
1. Dumb and Dumber (1994)
Jim Carrey and Jeff Daniels created comedy gold as two lovably clueless friends on a cross-country road trip.
Their characters, Lloyd and Harry, stumble through one ridiculous situation after another while trying to return a briefcase.
The movie’s absurd humor and unforgettable quotes have made it a comedy legend.
From the iconic orange van to the ridiculous haircuts, every detail adds to the hilarity.
Carrey’s physical comedy skills shine throughout, making even simple scenes incredibly funny.
This film proved that silly humor could be smart entertainment when done right.
Generations of fans still quote lines from this movie today.
2. The Big Lebowski (1998)
The Coen Brothers crafted this quirky masterpiece about a laid-back bowler mistaken for a millionaire.
Jeff Bridges plays The Dude, possibly the most relaxed character in cinema history.
His simple quest to get his rug replaced spirals into a bizarre adventure involving kidnappers, nihilists, and bowling tournaments.
The film’s oddball characters and strange dialogue create a unique comedy experience.
John Goodman delivers an explosive performance as Walter, The Dude’s temperamental bowling buddy.
Though initially confusing to some viewers, the movie has gained a massive cult following.
People even celebrate Lebowski Fest annually, dressing as their favorite characters.
3. Austin Powers: International Man of Mystery (1997)
Mike Myers brought spy movie spoofs to a whole new level with this groovy comedy.
Austin Powers, a 1960s secret agent frozen in time, wakes up in the 1990s completely out of touch.
His outdated slang, wild fashion sense, and goofy charm clash hilariously with modern times.
Myers also plays the villain Dr. Evil, creating double the laughs.
The film pokes fun at James Bond movies while creating its own memorable style.
Catchphrases like “Yeah, baby!” became part of everyday conversation.
The movie’s success launched two equally funny sequels that expanded the ridiculous universe.
4. Clueless (1995)
Alicia Silverstone starred as Cher, a wealthy Beverly Hills teenager navigating high school drama with hilarious results.
Her character’s obsession with fashion, matchmaking, and popularity creates countless funny moments.
The movie cleverly adapted Jane Austen’s novel Emma into a modern California setting.
Cher’s innocent misunderstandings and valley girl vocabulary made her endearing rather than annoying.
The film launched popular phrases like “As if!” and “Whatever!” into mainstream culture.
Supporting characters, including Cher’s best friend Dionne, add extra layers of comedy.
This teen comedy proved that smart writing could make shallow characters surprisingly deep and entertaining.
5. Groundhog Day (1993)
Bill Murray delivered one of his finest performances as a grumpy weatherman trapped in a time loop.
Every morning, Phil Connors wakes up to the same day in small-town Punxsutawney, Pennsylvania.
His attempts to escape, manipulate, and eventually accept his situation provide endless entertainment.
The movie balances laugh-out-loud moments with surprisingly thoughtful themes about self-improvement.
Murray’s deadpan delivery makes even the darkest moments funny.
Watching Phil try different approaches to his repeating day never gets old.
The film has become so influential that “Groundhog Day” now describes any repetitive situation in real life.
6. Mrs. Doubtfire (1993)
Robin Williams transformed into an elderly British nanny to spend time with his children after a divorce.
His character Daniel’s desperate plan leads to some of the decade’s most memorable comedy scenes.
The dinner scene where Daniel switches between himself and Mrs. Doubtfire remains comedy perfection.
Williams’ improvisational skills and vocal talents made the disguise believable yet hilarious.
The movie touched hearts while delivering constant laughs about family and dedication.
Younger viewers loved the slapstick humor while adults appreciated the emotional depth.
This film showcased Williams’ incredible range as both a comedian and a dramatic actor beautifully.
7. Wayne’s World (1992)
Mike Myers and Dana Carvey brought their Saturday Night Live characters to the big screen with spectacular results.
Wayne and Garth host a public access TV show from a basement, celebrating rock music and goofing around.
When a sleazy television producer tries to exploit their show, the duo fights back with hilarious schemes.
The movie popularized phrases like “Party on!” and “We’re not worthy!” that people still use.
Its fourth-wall-breaking humor and pop culture references felt fresh and innovative.
The Bohemian Rhapsody car scene became one of cinema’s most iconic musical moments.
This film proved sketch comedy could successfully transition into feature-length entertainment.
8. There’s Something About Mary (1998)
The Farrelly Brothers pushed comedy boundaries with this outrageous romantic comedy starring Cameron Diaz.
Multiple men become obsessed with Mary, leading to increasingly ridiculous situations and embarrassing moments.
Ben Stiller’s character Ted endures some of the most cringe-worthy yet hilarious scenes in comedy history.
The infamous hair gel scene shocked audiences while making them laugh uncontrollably.
Despite its gross-out humor, the movie contained genuine sweetness and heart.
Diaz’s charm made Mary believable as someone worth all the crazy pursuit.
This film helped define late-’90s comedy by mixing raunchy jokes with romantic storylines successfully.
9. The Mask (1994)
Jim Carrey’s physical comedy reached new heights when his character discovers a magical mask with transformative powers.
Mild-mannered bank clerk Stanley Ipkiss becomes a green-faced, zoot-suited whirlwind of cartoon chaos.
The Mask’s over-the-top antics, from his bulging eyes to his spinning tornado exits, delighted audiences everywhere.
Groundbreaking special effects brought comic book-style action to life in ways never seen before.
Cameron Diaz made her film debut as the stunning lounge singer who catches Stanley’s eye.
The movie’s blend of romance, action, and slapstick created a unique entertainment package.
Carrey’s energetic performance launched him into superstardom and defined ’90s comedy style.
10. Ace Ventura: Pet Detective (1994)
Before becoming a household name, Jim Carrey exploded onto screens as an eccentric detective who specializes in animal cases.
Ace Ventura’s wild personality, ridiculous hairstyle, and bizarre mannerisms made him instantly unforgettable.
His investigation into a missing dolphin mascot leads to increasingly absurd detective work.
Carrey’s rubber-faced expressions and physical contortions pushed comedy into new territory.
The character’s catchphrases and animal impressions became playground favorites for years.
Critics initially dismissed the movie, but audiences made it a massive hit.
This role proved Carrey could carry a film and established him as comedy’s next big star.
11. American Pie (1999)
This coming-of-age comedy captured teenage awkwardness and embarrassment with shocking honesty and humor.
Four high school friends make a pact to lose their virginity before graduation, leading to disaster after disaster.
The infamous pie scene became one of the most talked-about moments in comedy film history.
Each character’s misadventures felt relatable despite being wildly exaggerated for laughs.
The movie launched the careers of several young actors who became teen movie staples.
Parents were shocked while teenagers found the humor perfectly captured their experiences.
American Pie sparked numerous sequels and inspired a whole wave of similar teen comedies afterward.
12. Office Space (1999)
Mike Judge perfectly captured workplace frustration in this cult classic about soul-crushing corporate life.
Peter Gibbons decides to stop caring about his meaningless job, accidentally impressing his bosses.
His friends devise a scheme to steal tiny amounts of money from the company using a computer virus.
The movie’s depiction of annoying coworkers, pointless meetings, and broken printers felt painfully accurate.
Lines like “Looks like someone has a case of the Mondays” became office culture references.
The red Swingline stapler became so popular the company started manufacturing them after the film.
Anyone who has worked in an office finds this movie hilariously relatable and therapeutic.
13. Galaxy Quest (1999)
This brilliant parody lovingly mocked Star Trek while celebrating science fiction fandom at the same time.
Former TV actors from a canceled space show get recruited by real aliens who think their episodes were historical documents.
Tim Allen leads the cast as the egotistical former captain forced to become an actual hero.
The movie balances affectionate humor toward sci-fi conventions with genuine adventure and excitement.
Alan Rickman’s frustrated Shakespearean actor tired of saying his catchphrase steals many scenes.
Fans of Star Trek especially appreciated the inside jokes about fan culture and show conventions.
The film has become beloved by both comedy fans and science fiction enthusiasts worldwide.
14. Happy Gilmore (1996)
Adam Sandler played a failed hockey player who discovers he can drive golf balls incredible distances using his slap shot.
Happy joins the professional golf tour to save his grandmother’s house, clashing with the sport’s refined culture.
His explosive temper and unconventional style create chaos at every tournament he enters.
The movie features memorable supporting characters, including a menacing former champion and an encouraging caddy.
Bob Barker’s cameo fighting with Happy became one of the film’s most unexpected highlights.
Sandler’s signature blend of silly voices, physical comedy, and surprising sweetness worked perfectly here.
Sports comedy fans still quote lines about the price being wrong and Happy’s anger management issues.
15. Liar Liar (1997)
Jim Carrey starred as a lawyer who cannot tell lies for 24 hours after his son’s birthday wish comes true.
Fletcher Reede’s career depends on bending the truth, making his sudden honesty professionally disastrous.
Watching him struggle to avoid questions and blurt out uncomfortable truths creates nonstop laughter.
The courtroom scenes where Fletcher cannot lie to win his case showcase Carrey’s comedic brilliance.
His physical attempts to hurt himself to avoid court provide some of the movie’s funniest moments.
Beyond the laughs, the film delivers a touching message about honesty and fatherhood.
Carrey proved again he could balance outrageous comedy with genuine emotional depth beautifully.